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Thursday, 19 June 2025

Week 25 Snapshot: Friday Portfolio Developments (13-Jun-2025 to 19-Jun-2025)

Portfolio Update

Week 25 saw no position changes, and a focus on income generation to offset market weakness.

SOFI currently leads the pack with a 63% total return from put-selling. MSTY is up 3.83% due to dividend reinvestment, and ULTY gained 2.55%. 

YMAX (-7.38%) and CONY (-14.04%) remained the primary laggards despite significant dividend income, as both saw declines amid broader market weakness and crypto-linked selling pressure.



Market Update

Global markets turned cautious mid-week as renewed Israel - Iran hostilities on Jun 14 sent oil prices surging nearly 6% and equities futures sliding about 1%, a risk-off reaction that persisted through Jun 18 when the Federal Reserve held rates steady and reiterated two rate-cut forecasts later this year, keeping the S&P 500 flat. On Jun 19, President Trump's upcoming decision on US involvement in the Israel - Iran conflict further increased geopolitical uncertainty.

Key Dates:

  • 14 Jun 2025   Israel and Iran launched fresh attacks on each other
  • 18 Jun 2025   The Fed held rates steady and maintained two rate cut forecasts later this year.
  • 19 Jun 2025   Trump to decide on US involvement in Israel - Iran war in 2 weeks.
Transactions Made:

  • Closed 2 CONY $8.00 covered calls to realize over 70% of the premium earned
Realized P&L:


Upcoming Dividends:



Strategy for Week 26:
  • Maintain buffer to provide liquidity for volatility spikes. 
  • Add to high-yield option income funds like MSTY
  • Roll SOFI puts once ~70% premium is captured.
  • Reinvest dividends from ULTY / YMAX payouts back into income vehicles.
  • Monitor middle east developments and Fed commentary.
Which Strikes and Expiries are you targeting for your option rolls next week? Share below.



Monday, 2 June 2025

May 2025 YieldMax Recap

Big Dividends, Low Volatility and a Game of Precision

๐Ÿ“Introduction: When Volatility Sits Still, Dividends Step Up.

May 2025 reminded us of a fundamental truth in income investing: When the market stops swinging, don't chase. Collect. With implied volatility (IV30) decreasing across the board, options premium dried up. But YieldMax sustained.

Despite a quiet VIX and underwhelming movement from key underlying like MSTR and COIN, we recorded a solid $1,387.26 in net passive income. This proves once again that even when the market slows down, your strategy doesn't have to.

๐Ÿงญ The Market: Volatility Faded, but the Bulls Returned.

The S&P closed May at 5,911.69, climbing an impressive 6.15% month over month, a sharp contrast to April's drawdown. After bottoming near 5,600 on May 6, markets roared back following the CPI report release showing a softer than expected inflation. The rally peaked near 5,970 mid month, and held firm into June, even as volatility continued to fade.

 ๐ŸŒฌ️ IV Trends – The Real Yield Story.


  • CONY IV collapsed as COIN stagnated, slashing covered call yields.
  • MSTY briefly spiked as BTC approached $110K, but gains retraced by month end.
  • YMAX IV30 continued to decay, pushing its option payouts to near zero.

With volatility compressed, dividends became the true alpha. YieldMax ETFs didn’t need big moves. They just needed time and payout cycles.

๐Ÿ’ผ Portfolio Snapshot (End of May 2025 )

๐Ÿ“Š Performance Metrics – Real Yield, Real Results 


  • Despite a -16.9% unrealized loss, the portfolio is nearly breakeven on adjusted value thanks to strong dividend flow and selective premium capture.
  • MSTY is the powerhouse, delivering over $2,400 in total income to date.
  • CONY and YMAX, while contributing to the capital drag, have paid for themselves through distributions, reinforcing the portfolio’s income-buffered resilience.

๐Ÿ“ฅ MSTY Accumulation Log – Tactical Scaling in May

During May, I added 300 MSTY shares across four entries, tactically spread over price dips and IV setups. These purchases supported my build toward a 1,000-share foundation while maintaining cost discipline.

๐Ÿ’ผ Options Tactical Deployment in May

Despite a low-IV environment, opportunistic option selling added meaningful income during May. Timing was critical, and all trades were deployed during short volatility upticks.


Total May Premium Collected: $354.68

Options weren’t frequent, but they were efficient, boosting monthly income by 25% on top of dividends, while maintaining capital flexibility.

๐Ÿ’ฐ May 2025 Income Breakdown 


A new monthly high driven by layering of dividends and option trades.

๐Ÿง  Lessons from May 

  • IV drives yield, but not price along. Stocks rallied, but IV didn't follow until IV popped.
  • Dividends remain the bedrock. Dividends made up 80% of of income.
  • Precision beats overtrading. Fewer trades with better entries resulted in stronger yield efficiencies.

๐ŸŽฏ Strategic Adjustments – June 2025  

MSTY (Foundation)

  • Accumulate below $22 if IV ≥ 40
  • Continue selling CSPs around $21.50–$23 if premiums hold
  • Track MSTR strength above $400 for conviction scaling

YMAX (Yield Layer)

  • Maintain 100 Share block
  • Weekly distributions fuel for reinvestment or short CSP ladder

CONY (Tactical Play) 

  • Roll or let $15 CC expire (Jun 20)
  • Don’t add unless IV > 50
  • Monitor COIN headlines for reactive option setups

๐Ÿ”ฎ June Outlook 

 ๐Ÿ“ˆ What’s Next?

I am still in progress of fleshing out the analytics and I need your input.

  • Want dividend heatmaps or income bar charts?
  • Interested in tracking rolling 3/6/12-month yield on MSTY/CONY/YMAX?

What would you like to see?

Drop a comment, DM, or email — and let’s compound smarter together.